Geranyl acetate (CHEM003793)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (1)XML
Record Information
Version1.0
Creation Date2014-09-11 05:18:36 UTC
Update Date2026-04-16 21:06:47 UTC
Accession NumberCHEM003793
Identification
Common NameGeranyl acetate
ClassSmall Molecule
DescriptionNeryl acetate is found in cardamom. Neryl acetate is found in citrus, kumquat and pummelo peel oils, ginger, cardamon, clary sage, myrtle leaf and myrtle berries. Neryl acetate is a flavouring agent. Geranyl acetate belongs to the family of Fatty Alcohol Esters. These are ester derivatives of a fatty alcohol.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Flavouring Agent
  • Food Toxin
  • Household Toxin
  • Metabolite
  • Natural Compound
  • Organic Compound
  • Plant Toxin
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2Z)-3,7-Dimethyl-2,6-octadienyl acetateChEBI
cis-3,7-Dimethyl-2,6-octadien-1-ol acetateChEBI
cis-Geranyl acetateChEBI
Neryl ethanoateChEBI
(2Z)-3,7-Dimethyl-2,6-octadienyl acetic acidGenerator
cis-3,7-Dimethyl-2,6-octadien-1-ol acetic acidGenerator
cis-Geranyl acetic acidGenerator
Neryl ethanoic acidGenerator
Geranyl acetic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl acetateHMDB
(2E)-3,7-Dimethylocta-2,6-dien-1-yl acetateHMDB
(e)-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl acetateHMDB
1,6-Octadiene, 7-methyl-3-methylene-, acetylatedHMDB
1-Octanol, 3,7-dimethyl-, 1-acetate, tetradehydro deriv.HMDB
1-Octanol, 3,7-dimethyl-, acetate, tetradehydro deriv.HMDB
2,6-Dimethyl-2,6-octadiene-8-yl acetateHMDB
2,6-Octadien-1-ol, 3,7-dimethyl-, acetateHMDB
3,7-Dimethyl-1-acetate(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-1-acetate(2Z)-2,6-octadien-1-olHMDB
3,7-Dimethyl-2,6-octadien-1-ol acetateHMDB
3,7-Dimethyl-acetate(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetate(2Z)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetate(e)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetatetrans-2,6-octadien-1-olHMDB
3,7-Dimethyloctyl acetate, tetradehydro derivativeHMDB
Acetic acid, geraniol esterHMDB
Acetic acid, geranyl esterHMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl ethanoateHMDB
FEMA 2509HMDB
Geranyl acetate aHMDB
Geranyl ethanoateHMDB
MeraneineHMDB
Nerol acetate (6ci)HMDB
trans-2,6-Dimethyl-2,6-octadien-8-yl ethanoateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl ethanoateHMDB
trans-3,7-Dimethyl-2,6-octadienyl acetateHMDB
trans-Geraniol acetateHMDB
trans-Geranyl acetateHMDB
Nerol acetateHMDB
Geraniol acetate, (Z)-isomerHMDB
Geraniol acetateHMDB
Geraniol acetate, (e)-isomerHMDB
3,7-Dimethyl-2Z,6-octadienyl acetic acidGenerator
Geranyl acetateMeSH
Neryl acetateMeSH
Neryl acetic acidGenerator
Chemical FormulaC12H20O2
Average Molecular Mass196.286 g/mol
Monoisotopic Mass196.146 g/mol
CAS Registry Number105-87-3
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl acetate
Traditional Nameneryl acetate
SMILESCC(C)=CCC\C(C)=C/COC(C)=O
InChI IdentifierInChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8-
InChI KeyHIGQPQRQIQDZMP-FLIBITNWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty alcohol esters
Alternative Parents
Substituents
  • Fatty alcohol ester
  • Monoterpenoid
  • Acyclic monoterpenoid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point< 25 °C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP4.11ALOGPS
logP2.94ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.33 m³·mol⁻¹ChemAxon
Polarizability23.66 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-93c6abc7985ec7f0a488Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ko-9500000000-cdf126f2c6e288b8761fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-867992beb9e7c804a69dSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-93c6abc7985ec7f0a488Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ko-9500000000-cdf126f2c6e288b8761fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-867992beb9e7c804a69dSpectrum
GC-MSGC-MS Spectrum - GC-EI-Q (Non-derivatized)splash10-014l-9100000000-b15d9b4b6de3799488d0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9400000000-f7513133120d5e44712aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-1900000000-e07e2965d977a6e2825dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5900000000-e5f05dabacd073dce84cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-4932e3e742f871bd9300Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-4900000000-7a2e3b89cdc43f9c6174Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-3c0cda66ebfc365b1b71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-02983c019224fd67a6c7Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0035157
FooDB IDFDB014946
Phenol Explorer IDNot Available
KNApSAcK IDC00035138
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNeryl_acetate
Chemspider ID1266018
ChEBI ID141210
PubChem Compound ID1549025
Kegg Compound IDC09861
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21854172
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23495152
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25675145
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26439817
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=27794602
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=28177735
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=28725151
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29146338
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=29770713
10.
11. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
12. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
13. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
14. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
16. The lipid handbook with CD-ROM